Triethylamine → 2-Methanesulfonyloxyethyl disulfide

10 g of 2,2′-dithiodiethanol and 14.44 g of triethylamine (TEA) are diluted in 100 ml of EtOAc. At 0° C., 16.35 g of methanesulphonyl chloride diluted in 35 ml of EtOAc are added dropwise to the reaction medium with rapid stirring. 7.22 g of TEA are introduced, and the stirring is continued at ambient temperature for 4 h 30. 8.2 g of methanesulphonyl chloride are added dropwise at 15° C., and then the stirring is maintained at ambient temperature for 17 h. The precipitate is filtered off and washed with 3 times 50 ml of EtOAc. The organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, with 3 times 50 ml of a saturated solution of NaHCO3 and with twice 20 ml of saturated NaCl, and are then dried over anhydrous Na2SO4. The EtOAc is evaporated off, and 17.49 g of pale yellow translucent oil are recovered. The analyses indicate that the product is in conformity.

1. additionare added dropwise to the reaction medium with rapid stirring
2. filtrationThe precipitate is filtered off
3. washwashed with 3 times 50 ml of EtOAc
4. extractionThe organic phases are extracted with 100 ml of ice-cold water, 100 ml of water, with 3 times 50 ml of a saturated solution of NaHCO3 and with twice 20 ml of saturated NaCl
5. dry with materialare then dried over anhydrous Na2SO4
6. customThe EtOAc is evaporated off
7. custom17.49 g of pale yellow translucent oil are recovered

ORD-Eintrag

ord-c947ba5e1f0b434592c4a0e1192f4cd9

Quelldatensatz

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08038732B2